Cas no 4887-95-0 (2,5-Dichloro-1H-benzimidazole)

2,5-Dichloro-1H-benzimidazole is a halogenated benzimidazole derivative widely used as a versatile intermediate in organic synthesis and pharmaceutical research. Its key advantages include high reactivity due to the presence of two chlorine substituents at the 2- and 5-positions, enabling selective functionalization for the development of heterocyclic compounds. The benzimidazole core offers structural stability and serves as a scaffold for biologically active molecules, particularly in medicinal chemistry applications such as antiviral and antitumor agents. The compound exhibits good thermal stability and solubility in common organic solvents, facilitating its use in diverse synthetic pathways. Its purity and consistent performance make it a reliable choice for research and industrial applications requiring precise molecular modifications.
2,5-Dichloro-1H-benzimidazole structure
2,5-Dichloro-1H-benzimidazole structure
Product Name:2,5-Dichloro-1H-benzimidazole
CAS No:4887-95-0
MF:C7H4Cl2N2
MW:187.026059150696
MDL:MFCD00091850
CID:335201
PubChem ID:335473
Update Time:2025-05-19

2,5-Dichloro-1H-benzimidazole Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dichloro-1H-benzo[d]imidazole
    • 1H-Benzimidazole,2,6-dichloro-
    • 2,5-Dichloro-1H-benzimidazole
    • 2,5-DICHLOROBENZIMIDAZOLE
    • 2,6-Dichloro-1H-benzimidazole
    • 2,4-DICYANOQUINOLINE
    • 2,5-dichloro-1H-benzoimidazole
    • 2,6-dichloro-1H-1,3-benzodiazole
    • 4887-95-0
    • 1H-benzimidazole, 2,5-dichloro-
    • SY083356
    • NSC-345196
    • MFCD00091850
    • AM100872
    • DTXSID90319416
    • LLIARSREYVCQHL-UHFFFAOYSA-N
    • CS-0374502
    • 2,6-dichlorobenzimidazole
    • EN300-697682
    • FT-0646257
    • 2,5-Dichlorobenzoimidazole
    • AS-44518
    • 2,5-DICHLORO-1H-1,3-BENZODIAZOLE
    • A18810
    • AKOS004911094
    • 2,5-dichloro-1H-benzo[d]imidazole
    • WBD
    • SCHEMBL1192946
    • NSC345196
    • NSC 345196
    • ALBB-020428
    • MDL: MFCD00091850
    • Inchi: 1S/C7H4Cl2N2/c8-4-1-2-5-6(3-4)11-7(9)10-5/h1-3H,(H,10,11)
    • InChI Key: LLIARSREYVCQHL-UHFFFAOYSA-N
    • SMILES: ClC1=NC2C=CC(=CC=2N1)Cl

Computed Properties

  • Exact Mass: 185.97500
  • Monoisotopic Mass: 185.975
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 153
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.2
  • Topological Polar Surface Area: 28.7A^2

Experimental Properties

  • Density: 1.571
  • Boiling Point: 364.5°Cat760mmHg
  • Flash Point: 205.7°C
  • Refractive Index: 1.708
  • PSA: 28.68000
  • LogP: 2.86970

2,5-Dichloro-1H-benzimidazole Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 2,5-Dichloro-1H-benzimidazole

2,5-Dichloro-1H-benzimidazole: A Comprehensive Overview

The compound with CAS No. 4887-95-0, commonly known as 2,5-Dichloro-1H-benzimidazole, is a significant molecule in the field of organic chemistry and materials science. This compound has garnered attention due to its unique structural properties and diverse applications in various industries. In this article, we will delve into the chemical structure, synthesis methods, applications, and recent research advancements related to 2,5-Dichloro-1H-benzimidazole.

Benzimidazoles are a class of heterocyclic compounds characterized by a fused benzene ring and an imidazole ring. The presence of two chlorine atoms at the 2 and 5 positions in 2,5-Dichloro-1H-benzimidazole introduces unique electronic and steric properties to the molecule. These properties make it highly versatile for use in different chemical reactions and material applications. Recent studies have highlighted its potential in areas such as drug design, catalysis, and advanced materials.

The synthesis of 2,5-Dichloro-1H-benzimidazole typically involves multi-step reactions, often starting from readily available starting materials like o-phenylenediamine and chlorinating agents. Researchers have explored various methodologies to optimize the synthesis process, including microwave-assisted synthesis and catalytic approaches. These advancements have not only improved the yield but also reduced the reaction time, making the compound more accessible for large-scale production.

In terms of applications, 2,5-Dichloro-1H-benzimidazole has shown promise in the field of materials science. Its ability to act as a precursor for metal-free carbon materials has been extensively studied. For instance, recent research has demonstrated its use in synthesizing nitrogen-doped carbon nanomaterials, which exhibit exceptional electrical conductivity and stability. These materials hold great potential for use in energy storage devices such as supercapacitors and batteries.

Another notable application of 2,5-Dichloro-1H-benzimidazole is in the pharmaceutical industry. Its ability to coordinate with metal ions makes it a valuable ligand in drug design. Recent studies have explored its role in developing metallo-drugs targeting specific diseases such as cancer and neurodegenerative disorders. The compound's ability to form stable metal complexes with transition metals like copper and zinc has been particularly advantageous in this context.

The electronic properties of 2,5-Dichloro-1H-benzimidazole also make it an attractive candidate for use in organic electronics. Researchers have investigated its application as a building block for organic semiconductors and light-emitting diodes (OLEDs). The molecule's ability to undergo π–π interactions and its high thermal stability are key factors contributing to its suitability in these applications.

Recent advancements in computational chemistry have further enhanced our understanding of 2,5-Dichloro-1H-benzimidazole's properties. Quantum mechanical calculations have provided insights into its electronic structure, reactivity, and interaction with other molecules. These studies have paved the way for the development of novel synthetic routes and applications for this compound.

In conclusion, 2,5-Dichloro-1H-benzimidazole (CAS No. 4887-95-0) is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure and functional groups make it an invaluable tool in organic synthesis, materials science, and pharmaceutical research. As ongoing research continues to uncover new possibilities for this compound, its role in advancing technology and medicine is expected to grow significantly.

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